A beach with red and beige umbrellas, white and red beach chairs, and rocky outcrops.

Dickinson Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Dickinson holiday rentals

A modern kitchen with dark wood cabinets, a large island with bar stools, stainless steel appliances, and pendant lighting.

1. Spacious 3BR/2BA Home Near Galveston Cruise Port, NASA & Houston

Spacious 3BR/2BA Home Near Galveston Cruise Port, NASA & Houston
Dickinson
8.6 out of 10, Excellent, (22 reviews)
"Met all our expectations lovely home."
United States
Luwana V.
The price is NZ$573
includes taxes & fees
16 Nov - 17 Nov
Spacious 3BR/2BA Home Near Galveston Cruise Port, NASA & Houston
A large house with a swimming pool, dock, and lush greenery surrounding a river.

2. Waterfront Oasis with Pool, Fire Pit & Dock

Waterfront Oasis with Pool, Fire Pit & Dock
Kemah Area
7.2 out of 10, Good, (11 reviews)
"Amazing.. 4stars..."
United States
Melinda C.
The price is NZ$1,301
includes taxes & fees
16 Nov - 17 Nov
Waterfront Oasis with Pool, Fire Pit & Dock
A modern kitchen with a marble island, stainless steel appliances, and a view of a lake.

3. Lakefront Retreat Getaway Gameroom Firepit Fishing

Lakefront Retreat Getaway Gameroom Firepit Fishing
Dickinson
10.0 out of 10, Exceptional, (1 review)
"Grew up here in Dickinson. I never knew this beautiful view ever existed here! Quiet neighborhood, plenty of outdoor and indoor activities, close to church, clean and absolutely worth the price! I will return when I visit my family in a few months! So happy to have found this hidden gem!!!"
United States
René B.
The price is NZ$807
includes taxes & fees
16 Nov - 17 Nov
Lakefront Retreat Getaway Gameroom Firepit Fishing
A modern kitchen with white cabinetry, a marble island, and a built-in oven.

4. Waterfront Retreat Getaway with Gameroom Firepit Fishing Kayaks

Waterfront Retreat Getaway with Gameroom Firepit Fishing Kayaks
Dickinson
8.0 out of 10, Very good, (3 reviews)
"The house was very clean and comfortable! The master bed was very comfy. The only thing that was weird was there were no dressers. But that didn’t really affect us. Kids loved all the extra stuff and we loved staying right on the water. My husband enjoyed fishing and catching a few things. Nothing big, but at least he was able to fish on vacation. "
United States
Alvie May F.
The price is NZ$725
includes taxes & fees
16 Nov - 17 Nov
Waterfront Retreat Getaway with Gameroom Firepit Fishing Kayaks
A swimming pool with a slide, surrounded by a brick building with a covered patio area.

5. Private Mansion Retreat Basketball Court and More

Private Mansion Retreat Basketball Court and More
2.0 star property
Dickinson
The price is NZ$5,243
includes taxes & fees
16 Nov - 17 Nov
Private Mansion Retreat Basketball Court and More
A compact kitchen with a refrigerator, microwave, and stove. There is a dining area with a table and chairs.

6. 2 Bedroom 1 Bath Bungalow in San Leon, TX with Water Views

2 Bedroom 1 Bath Bungalow in San Leon, TX with Water Views
San Leon
10.0 out of 10, Exceptional, (1 review)
"I had a bay boat for fishing down there, so only issue I had was the listing looked like it was a double wide on stilts with a double driveway to park the boat in. Once there the actual trailer we were in was to the side and the one showed had someone in it. So the double driveway was only a single driveway and too narrow to get a boat into. The owner did have cameras and was super kind in sending me pictures of the boat parked out by the street and said they would inform me If anyone messed...
United States
Anonymous traveller
The price is NZ$262
includes taxes & fees
15 Dec - 16 Dec
2 Bedroom 1 Bath Bungalow in San Leon, TX with Water Views
A swimming pool with a slide, surrounded by a brick patio, and a building with a brick facade and lights.

7. Made for Group Getaways, Family Escapes and Memorable Stays with Space to Relax, Play and Connect

Made for Group Getaways, Family Escapes and Memorable Stays with Space to Relax, Play and Connect
Dickinson
The price is NZ$12,991
includes taxes & fees
16 Nov - 17 Nov
Made for Group Getaways, Family Escapes and Memorable Stays with Space to Relax, Play and Connect
Living area

8. Luxe Villa Close to Galveston, Kemah, NASA & Houston

Luxe Villa Close to Galveston, Kemah, NASA & Houston
Dickinson
Luxe Villa Close to Galveston, Kemah, NASA & Houston
A compact RV interior with a kitchenette, a bed, and a bathroom.

9. Bella's Bungalow in Sunny San leon, TX. Come to escape and enjoy the Salt Life!

Bella's Bungalow in Sunny San leon, TX. Come to escape and enjoy the Salt Life!
San Leon
8.0 out of 10, Very good, (1 review)
"The dog next door barked a lot and we did not have any wash cloths or kitchen towels. Other than that the place was small but comfortable. Perfect for our short visit to the area. "
United States
Edith
The price is NZ$180
includes taxes & fees
27 Nov - 28 Nov
Bella's Bungalow in Sunny San leon, TX. Come to escape and enjoy the Salt Life!
A two-story house with a wooden front porch, a pink door, and a number 643 on the wall.

10. Artistic & Charming 2-bedroom house on quiet lake near NASA and Galveston

Artistic & Charming 2-bedroom house on quiet lake near NASA and Galveston
San Leon
10.0 out of 10, Exceptional, (10 reviews)
"Outstanding overall stay. This property is excellent "
United States
annalicia v.
The price is NZ$745
includes taxes & fees
16 Nov - 17 Nov
Artistic & Charming 2-bedroom house on quiet lake near NASA and Galveston
A two-story house with a covered front porch and a staircase leading to the upper level.

11. Coastal Oasis~ Beautiful, Modern & Peaceful Retreat

Coastal Oasis~ Beautiful, Modern & Peaceful Retreat
San Leon
10.0 out of 10, Exceptional, (3 reviews)
"The property was just as described. Very comfortable, clean, and convenient to all our favorite restaurants. We would definitely stay at this property again."
United States
Lesley L.
The price is NZ$524
includes taxes & fees
16 Nov - 17 Nov
Coastal Oasis~ Beautiful, Modern & Peaceful Retreat
A residential area with a swimming pool surrounded by a fence, houses with balconies, and a clear sky.

12. Waterfront Bay Home with Pool & Private Pier

Waterfront Bay Home with Pool & Private Pier
San Leon
9.0 out of 10, Wonderful, (6 reviews)
"Our stay was great. There were a few mechanical details that could be addressed but didn't interfere with our stay. I would definitely stay here again."
United States
Cheryl S.
The price is NZ$593
includes taxes & fees
17 Nov - 18 Nov
Waterfront Bay Home with Pool & Private Pier
Interior

13. “Big Shirley” in Sunny San Leon

“Big Shirley” in Sunny San Leon
San Leon
10.0 out of 10, Exceptional, (2 reviews)
"Helpful owners"
United States
David
The price is NZ$238
includes taxes & fees
16 Nov - 17 Nov
“Big Shirley” in Sunny San Leon
A covered swimming pool with a wooden deck and lounge chairs.

14. Family-Friendly Retreat with Pool & Outdoor Lounge

Family-Friendly Retreat with Pool & Outdoor Lounge
San Leon
8.2 out of 10, Very good, (16 reviews)
"Very spacious and chilled will definitely book again"
United States
John
The price is NZ$666
includes taxes & fees
19 Nov - 20 Nov
Family-Friendly Retreat with Pool & Outdoor Lounge
A house with a swimming pool, outdoor seating, and a covered patio area.

15. Peaceful Retreat with Texas-Shaped Pool

Peaceful Retreat with Texas-Shaped Pool
San Leon
4.4 out of 10, (6 reviews)
"Property is great for outside fun"
United States
Yuli h.
The price is NZ$632
includes taxes & fees
19 Nov - 20 Nov
Peaceful Retreat with Texas-Shaped Pool
A covered outdoor area with a concrete floor, a hammock, and a table with chairs.

16. San Leon, Galv Bay- 300' Private Pier w/ Green Fishing Lights! Immaculate home!

San Leon, Galv Bay- 300' Private Pier w/ Green Fishing Lights! Immaculate home!
San Leon
10.0 out of 10, Exceptional, (10 reviews)
"Beautiful place !! We loved our stay "
United States
Yenly P.
The price is NZ$624
includes taxes & fees
16 Nov - 17 Nov
San Leon, Galv Bay- 300' Private Pier w/ Green Fishing Lights! Immaculate home!
A wooden pergola with string lights, two chairs, and a table in a backyard.

17. Charming Cottage I on Dickinson Bay

Charming Cottage I on Dickinson Bay
San Leon
9.2 out of 10, Wonderful, (9 reviews)
"Clean and perfect location for what we needed. Plenty of space. Top Water restaurant close by and good food. Will stay again."
United States
L Michelle P.
The price is NZ$413
includes taxes & fees
16 Nov - 17 Nov
Charming Cottage I on Dickinson Bay
An indoor recreational area with a pool, outdoor seating, and a view of a house.

18. Stunning Home with Expansive Pool & Game Room

Stunning Home with Expansive Pool & Game Room
San Leon
8.6 out of 10, Excellent, (52 reviews)
"Great property and great value. Host was very communicative and the check in process was seamless. The barn was the big hit with our family. Great place to hang out with plenty to do for the kids. Property is super close to the Kemah Boardwalk which is a must do if you are from out of town. "
United States
Jason W.
The price is NZ$617
includes taxes & fees
17 Nov - 18 Nov
Stunning Home with Expansive Pool & Game Room
A modern residential building with a covered porch, a garage, and a well-maintained lawn.

19. Holidays on the Bay: Game Room + 2 blks to Pier 6

Holidays on the Bay: Game Room + 2 blks to Pier 6
San Leon
9.6 out of 10, Exceptional, (9 reviews)
"The property was close to family who live in the area and very accommodating for us. Host was super, always keeping us informed and checking on our needs. "
United States
Kathy B.
The price is NZ$635
includes taxes & fees
16 Nov - 17 Nov
Holidays on the Bay: Game Room + 2 blks to Pier 6
A pool area with a wooden deck, a swing, and a covered seating area.

20. Cozy Bay House w/ Heated Spool + Pier

Cozy Bay House w/ Heated Spool + Pier
San Leon
9.6 out of 10, Exceptional, (8 reviews)
"Great fishing trip!! "
United States
Jessica R.
Cozy Bay House w/ Heated Spool + Pier
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Dickinson Hotel Reviews

Great Wolf Lodge Webster

Great Wolf Lodge Webster

10/10 Excellent
"Where do I even start?! This place is amazing!! There is so much to do! We will definitely be going back again!!! The waterpark is amazing the staff is super nice and always very helpful! The rooms are very clean && super nice we stayed in the wolf den totally recommend! && kid-friendly my child is on the spectrum && they would wave at her && say hello && they helped her use her magiquest wand! Totally recommend you getting the wolf pass!! && if your celebrating a birthday go all out with the top pack I promise it won’t disappoint!"
Victoria 2-night trip
Posted 8 hours ago
Great Wolf Lodge Webster

Find out more about Dickinson

Everything you need to know about Dickinson holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Dickinson holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Dickinson holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Dickinson holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Dickinson. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Dickinson holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Dickinson holiday rentals we have selected for you start as low as NZ$161 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Dickinson rentals

At Expedia, we put the best Dickinson holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Dickinson rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Dickinson holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Dickinson. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Dickinson?

Yes, there are holiday rentals in Dickinson close to Bay Area Raceway, or you can select a more secluded option if you're looking for a relaxing stay. Dickinson is known for its sporting events and shopping. Make sure you have time to check out the spas and restaurants during your trip.

What are some of the best holiday rentals that Dickinson has to offer?

Pleasure Pier Retreat Manor by Ryson Vacation Rentals: This holiday home rental outside Dickinson is located near the beach, and has a furnished patio, a private garden and a BBQ to put you at ease in your new surroundings. It has 8 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals will I find in Dickinson?

With 62 Expedia holiday rentals, you're guaranteed to find just the right place for your Dickinson stay.

What can I see and do in Dickinson?

Cultural attractions include Dickinson Historic Railroad Center, whereas Bay Area Raceway is just one of the family-friendly sights. Other popular places to visit in the area include Port of Galveston Cruise Terminal and NASA Johnson Space Center.

What are holiday rentals like in Dickinson?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Dickinson. Holiday rentals offer extras like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from shared hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for a family trip.